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Provide the reagents necessary to complete the following transformation. A) 1. B

ID: 1021403 • Letter: P

Question

Provide the reagents necessary to complete the following transformation. A) 1. BH_3THF 2. H_2O_2, HO^- B) H_2O, H_2SO_4 C) OsO_4, H_2O_2 D) CH_3CO_3H E) 1. CH_3CO_3H 2. H^+, H_2O Which of the following is the best reaction sequence to use if one wants to accomplish a Markovnikov addition of water to an alkene with minimal skeletal rearrangement? A) water + dilute acid B) water + concentrated acid C) oxymercuration-demercuration D) hydroboration-oxidation E) none of the above What synthetic goal is achieved by subjecting an alkene to an oxymercuration-demercuration sequence? A) Markovnikov addition of H_2O wherein skeletal rearrangement is promoted B) Markovnikov addition of H_2O wherein skeletal rearrangement is prevented C) anti-Markovnikov addition of H_2O wherein skeletal rearrangement is promoted D) anti-Markovnikov addition of H2O wherein skeletal rearrangement is prevented E) syn-hydroxylation When an alkene is subjected to treatment with Hg(OAc)_2 in alcohol followed by reaction with NaBH_4, what new class of compound is formed?

Explanation / Answer

73) B) H2O, H2SO4

74) C) Oxymercuration depreciation.

75) B) Morkonikovs addition of H2O wherein skeletal rearrangement is prevented.

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